methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

Base Information

Chemical Name:methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate
CAS No.:119501-95-0
Molecular Formula:C₆₃H₈₅ClO₁₄
Molecular Weight:1101.81
Hs Code.:

Synonyms:methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

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Chemical Property of methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

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Technology Process of methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

There total 5 articles about methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 119471-49-7
3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl fluoride

: 119471-56-6
methyl (3R)-3-<(3R)-3-(3,4-di-O-benzyl-α-L-rhamnopyranosyloxy)decanoyloxy>decanoate

: 119501-95-0
methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1016/0008-6215(88)80077-6

Reference yield:

: 119471-45-3
allyl 3,4-di-O-benzyl-α-L-rhamnosylpyranose

: 119501-95-0
methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

2: 1,5-cyclo-octadienebisiridium hexafluorophosphate / tetrahydrofuran / 2 h

3: HgO, HgCl₂ / H₂O; acetone / 2 h

4: pyridine / 16 h / 25 °C

5: 94 percent / 70 percent HF / pyridine; CH₂Cl₂ / 2 h / 20 °C

6: 80 percent / molecular sieves 4 A / BF₃*Et₂O / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; 4 A molecular sieve; hydrogen fluoride; sodium hydrogencarbonate; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; boron trifluoride diethyl etherate; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(88)80077-6

Reference yield:

: 3,4-di-O-benzyl-2-O-chloroacetyl-α/β-L-rhamnopyranose

: 119501-95-0
methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 16 h / 25 °C

2: 94 percent / 70 percent HF / pyridine; CH₂Cl₂ / 2 h / 20 °C

3: 80 percent / molecular sieves 4 A / BF₃*Et₂O / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; 4 A molecular sieve; hydrogen fluoride; boron trifluoride diethyl etherate; In pyridine; dichloromethane;
DOI:10.1016/0008-6215(88)80077-6